Amides-buliding-blocks

These common heterocyclic compound, 127033-74-3, name is N-(3-Methoxyphenyl)cinnamamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: N-(3-Methoxyphenyl)cinnamamide

In a 1000 mL reaction flask, 60 g of N- (cinnamoyl) -3-methoxyaniline was charged,100 g of anhydrous aluminum trichloride,500 mL of anhydrous chlorobenzene,Heating to 120 ,After refluxing for 2 hours,The reaction solution was poured into 500 mL of ice water,Produce a lot of hydrochloric acid gas,After stirring for 2 hours,The filter cake was added to 500 mL of methanol to recrystallize,To give 39 g of a light red solid,Yield: 60%Purity 94.5%.

The synthetic route of N-(3-Methoxyphenyl)cinnamamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Nuoxing Pharmaceutical Technology Co., Ltd.; Jiang Kaiyuan; Zheng Zhiwei; Sun Weihong; (6 pag.)CN107098855; (2017); A;,
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Reference of 610302-03-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 610302-03-9 as follows.

Step B – Synthesis of Intermediate Compound 6c To a solution of compound 6b (4.1 mg, 19.04 mmol), 4-nitrobenzoic acid (3.82 g, 22.85 mmol), and PPh3 (9.9g, 38.1 mmol) in THF (60 ml) was added DEAD (6.03 mL, 38.1 mmol) at 0C. The reaction mixture was then stirred at 25C for 16 h, quenched with water (100 mL) and extracted with EtOAc (100 mL x 3). The combined organic phase was washed with water (100 mL x 2), dried over Na2S04, and concentrated in vacuo. The residue was purified using column chromatography (Si02, Petroleum ether: EtOAc = 10: 1 to 5: 1) to provide compound 6c (1.3 g, 81% yield) as a white solid.

According to the analysis of related databases, 610302-03-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; NEELAMKAVIL, Santhosh F.; WALJI, Abbas; MARCO, Christine Ng Di; COLEMAN, Paul; WAI, John; RAHEEM, Izzat T.; HU, Lihong; PENG, Xuanjia; WO2015/39348; (2015); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 3792-04-9, name is 2-Chloro-N-(2-(trifluoromethyl)phenyl)acetamide, A new synthetic method of this compound is introduced below., SDS of cas: 3792-04-9

Chrysin (1) (100 mg, 0.39 mmol), 2-chloro-N-(2-(trifluoromethyl)phenyl)acetamide (6) (98 mg,0.41 mmol) and anhydrous potassium carbonate (112 mg, 0.81 mmol) were dissolved in DMF (4 mL).The reaction mixture was stirred at 75 C for 9 h, then, it was poured into water (30 mL). Afterfiltering off the precipitate, the filtrate was diluted with saturated NaCl solution (30 mL) andextracted with DCM (4 x 30 mL). The combined organic layer was washed with water (30 mL), driedover MgSO4 and concentrated in vacuo. The filtered precipitation and the crude product obtained byextraction were purified separately with preparative TLC (DCM : MeOH = 60 : 1). Combining thepure products 50 mg (28 %) of compound 20 was isolated as a white solid. M.p.: 210-212 C. TLC(DCM : MeOH = 60 : 1); Rf = 0.71.

The synthetic route of 3792-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mayer, Szabolcs; Keglevich, Peter; Abranyi-Balogh, Peter; Szigetvari, Aron; Dekany, Miklos; Szantay, Csaba; Hazai, Laszlo; Molecules; vol. 25; 4; (2020);,
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Some common heterocyclic compound, 147291-66-5, name is tert-Butyl 3-aminobenzylcarbamate, molecular formula is C12H18N2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C12H18N2O2

Solution of DA-171 (189 mg, 1 mmol) and tert-butyl 3-aminobenzylcarbamate (222 mg, 1 mmol) in MeOH (10 mL) was stirred for 2 days. Solvent was removed in vacuo and residue was purified by MPLC (silica, 0-10% MeOH in DCM) to give white solid of DA-76. DA-76 (382 mg, 0.928 mmol) was dissolved in MeOH saturated with HCI (5 mL). Clear solution was stirred for 2 h and then diluted with diethyl ether. Formed crystals were filtered off, washed with ether and dried in vacuo to give white powder of DA-87. To a solution of DA-87 (50 mg, 0.130 mmol) and 3-phenylpropiolic acid (21 mg, 0.143 mmol) in DMF (3 mL) TEA (66 mg, 0.650 mmol) followed by PPA (50% solution in AcOEt, 99 mg, 0.156 mmol) was added. Deep red solution was stirred overnight, diluted with AcOEt, washed 3x with brine, dried with sodium sulfate and the solvent was removed in vacuo to give pale yellow thick oil. It was purified by MPLC (silica, 0-10% MeOH in DCM) to give colorless glass.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 147291-66-5, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; HENDRICKSON, Thomas, Francis; HO, Koc-Kan; SAUNDERS, Michael, David; STEVENS, Brian, John; SWIERCZEK, Krzysztof; WRIGHT, Kevin, Bret; WO2013/62945; (2013); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 37045-73-1, name is 3-(Methylsulfonamido)aniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H10N2O2S

In a 1000 mL four-necked flask with mechanical stirring and a thermometer,Add 700g of water,Methanesulfonamidoaniline 149g(content 80%, 0.64 mol), sodium carbonate 140 g (1.32 mol),Stir well and then as solution A,Transfered to the pipeline reactor by screw pump A,At the same time pumping liquid 1-chloropropane 143g (1.82mol),Solution A and 1-chloropropane are fed with screw pump A and screw pump B, respectively.The mass flow rate ratio of the control solution A to 1-chloropropane was 6.9:1.0.The pipeline reactor has a pipeline reaction section providing a chemical reaction site, and the solution A and 1-chloropropane are continuously reacted in the pipeline reaction section.Keep the temperature of the pipeline reaction section at 100 C,Control the residence time of the reaction solution for 30 min, cooling,Extracted with 800 mL of anisole,The combined organic phases are concentrated under reduced pressure.Obtaining dialkylaminomethanesulfonanilide157.6g,97.9%,The yield was 91.2%.

According to the analysis of related databases, 37045-73-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JIANGSU DIAN CHEMICAL CO LTD; Jiangsu Di’an Chemical Co., Ltd.; ZHEJIANG SHANYU TECH CO LTD; Zhejiang Shanyu Technology Co., Ltd.; TAO ANNI; Tao Anni; GUO HAIBIN; Guo Haibin; WEI BIN; Wei Bin; LI JIAN; Li Jian; ZHENG TUCAI; Zheng Tucai; XU XUMING; Xu Xuming; HU XIAOKUI; Hu Xiaokui; (6 pag.)CN108299250; (2018); A;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 255735-88-7, name is tert-Butyl 2-aminopropylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of tert-Butyl 2-aminopropylcarbamate

To a solution of tert-butyl 2-aminopropylcarbamate (3.6 g, 20.6 mmol), 2-hydroxybenzoic acid (2.79 g, 20.6 mmol) and imidazole (1.41 g, 20.6 mmol) in EtOAc (100 mL) at 0° C. was slowly added a solution of DCC (4.26 g, 20.6 mmol) in EtOAc (50 mL). The reaction mixture was stirred (RT, 16 h), filtered and concentrated under reduced pressure. The crude product was purified by silica chromatography, EtOAc/Petroleum ether (0-20percent) to afford tert-butyl 2-(2-hydroxybenzamido)propylcarbamate (2.4 g, 40percent) as a white solid.

The synthetic route of 255735-88-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Milne, Jill C.; Jirousek, Michael R.; Bemis, Jean E.; Smith, Jesse J.; US2010/41748; (2010); A1;,
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Synthetic Route of 138-41-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 138-41-0 name is Carzenide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

In a 250 ml three-necked flask, 50 ml of deionized water, 0.01 mol of p-carboxybenzenesulfonamide, 0.02 mol of potassium hydroxide, and 0.01 mol of potassium carbonate were added and mixed uniformly; after the temperature was returned to room temperature, 0.0005 mol of octadecyl ether was added, and the mixture was stirred and dissolved. ,Dropped into 50ml dissolved 0.01molA toluene solution of 5-iodo-3-oxa-octafluoropentylsulfonyl fluoride monomer was reacted at 1000 rpm for 0.5 hmin. The reaction product was separated into an aqueous phase, the pH was adjusted to 4 with 5% hydrochloric acid, and ethyl acetate was evaporated.The yield is about 86%. The nuclear magnetic fluorine spectrum of this final product is shown in Fig. 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Carzenide, and friends who are interested can also refer to it.

Reference:
Patent; Chinese Academy Of Sciences Ningbo Materials Technology And Engineering Institute; Xue Lixin; Nie Feng; Wen Lele; (9 pag.)CN108147981; (2018); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 6228-73-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 6228-73-5, name is Cyclopropanecarboxamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Mix the compound obtained in Step 2 (610 mg, 1.9 mmol), cyclopropanecarboxamide (193 mg, 2.27 mmol), (±)-2,2-bis(diphenylphosphino)-l,l’-binaphthalene (BINAP, 118 mg, 0.19 mmol), CS2CO3 (1.238 g, 3.8 mmol) and tris(dibenzylideneacetone)dipalladium [Pd2(dba)3, 122 mg, 0.133 mmol] in 1,4-dioxane (30 mL). Stir the reaction at 120C under N2 for 16 hrs. Cool the reaction, filter, concentrate the filtrate under reduced pressure to give the crude product. Purification by chromatography (silica gel, EtOAc_PE=l:l) affords the title compound (500 mg, 70.8%). MS: (M+l): 372.2.

The synthetic route of Cyclopropanecarboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 535170-20-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 535170-20-8 name is tert-Butyl (3-amino-2,6-difluorophenyl)carbamate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

The tert-butyl-2,6-difluoro-3-nitrophenylcarbamate (305 mg, 1.25 mmol) prepared at Step 3, diisopropylethylamine (371 uL, 2.13 mmol), and benzyl chloroformate (194 uL, 1.38 mmol) were added into dichloromethane solvent and stirred at room temperature for 5 hours. After the reaction, the reactant was washed with water and salt water. After extraction with ethylacetate, the organic layer was dried with sulfuric anhydride magnesium and concentrated through vacuum filtration, and the residuals were refined by means of column chromatography, so that 402 mg of the target compound, benzyl tert-butyl(2,4-difluoro-1,3-phenylene)dicarbamate (percentage yield: 85%), was obtained.1H NMR(400MHz, CDCl3): delta 7.94(bs, 1H), 7.39(m, 5H), 6.93(td, J = 9.2, 1.6 Hz, 1H), 6.82 (bs, 1H), 5.98(bs, 1H), 5.23 (s, 2H), 1.52(s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (3-amino-2,6-difluorophenyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; Youai Co., Ltd.; SHIM, Eun Kyong; KIM, Nam Doo; SHIM, Tae Bo; KIM, Seung Yong; EP2647637; (2013); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 749927-69-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 749927-69-3, name is 4-Bromo-2-fluoro-N-methylbenzamide, This compound has unique chemical properties. The synthetic route is as follows.

100 ml of DMF was added to a 250 ml three-necked flask,A solution of 18.5 g of 5,5-dimethyl-3- (3-trifluoromethyl-4-fluorophenyl) -2-thiamidazol-4-one was successively added with stirring,Ice bath cooling to 0-5 C,Add 3.9 g of sodium hydride in portions.Plus,The ice bath continues to stir for 30 min.13.68 g of 2-fluoro-4-bromobenzoylmethylamine was dissolved in 30 ml of DMF,Slowly add it toIn the reaction solution, control the internal temperature 0-5 C.Plus finished, returned to room temperature, continue to stir 5h,TLC monitoring reaction is completed.The reaction solution was addedTo 500 ml of water, filtered to obtain crude.After drying, column chromatography was performed to obtain 23.9 g of enterine, the yield was 87.3%.

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2-fluoro-N-methylbenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chengdu Yinuo Dabo Pharmaceutical Technology Co., Ltd.; Fu Qingquan; Yue Lijian; Lin Qiang; Liao Xianbo; Zhao Maoxian; Qin Yan; (8 pag.)CN104844520; (2017); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics